There are many places you must see when visiting Italy, but your personal interests, timeframe, and budget will dictate how exactly you plan your itinerary.

I just love Italy. I’ve planned and led more trips here than to any other country in Europe since founding Guidester in 2014. I know the country well, and never tire of this beautiful place – each visit comes with a new adventure.

What I’ve learned is there are really two types of planned trips to Italy – those that have never been and want to see the highlights, and those that have been and want a deeper dive. Of course, these are not mutually exclusive and you can always create a healthy blend.

This guide is geared toward first time visitors to Italy. I’ll cover the must sees and major highlights that will give you a fantastic overview of Bella Italia!

Suggested Italy Itinerary

For first time visitors to Italy my recommendation is to choose either Rome + the south (Naples and the Amalfi Coast), or Rome + the north (Florence, Tuscany, Venice). Do not try and do both the north and south on the same trip unless you have more than two weeks.

This guide is focused on first time visitors, highlighting the more popular, well-known areas of Italy. There’s a variety of combinations you could do, but this will give you a great starting point on dreaming up your best trip!

Total trip time: Range from 8-12 days. I highly recommend at least 10 days if you want to get a good overview of Italy

How to See Italy If You Have Less Time:

• Cut out Venice – if you’re starting in Rome or Naples then getting up to Venice will take quite a bit of time
• Limit your time in major cities like Rome, Florence, and Venice
• Get on a guided tour that includes multiple sites

Tip: If you only have a week or less in Italy I would recommend picking just one or two places and work from there. Rome or Tuscany (Siena) would be my choice if you had just a few days. Do not try and stretch yourself too thin.

1. Rome

It’s impossible to really experience Italy without seeing Rome. Not only is this the country’s capital, but she is also one of the most ancient and beautiful cities in the world.

Rome truly is the Eternal City, where history layers upon itself like pages in a book, or to use an Italian reference – like the layers of a lasagna.

The storied streets define more than two millennia: the Colosseum echoes with the roars of ancient gladiators, while St. Peter’s Basilica murmurs with centuries of whispered prayers. Every corner reveals a story, from the bustling cafes of Trastevere to the solemn ruins of the Roman Forum.

I’ve been to Rome twelve times and sometimes I feel like I haven’t even scratched the surface. You really could spend a lifetime exploring the depths of Roma!

‘Must Sees’:

• The Ancient Forum and Colosseum
• Vatican City and St. Peter’s Basilica
• The Pantheon
• Spanish Steps
• Trevi Fountain
• Castel San Angelo
• Trastevere
• The Appian Way

—> Read More: Rome Travel Tips For First-Timers: Top Things To See and Do

2. Florence

Florence, the cradle of Renaissance art and culture, feels like a city painted by history itself. The Tuscan capital is home to some of the world’s most iconic artworks and architectural marvels, including Michelangelo’s David and the majestic Duomo.

The streets of Florence offer more than just a history lesson; they are a canvas of vibrant markets, artisan workshops, and bustling cafes, all steeped in centuries-old traditions. As the Arno River meanders through, its banks provide a picturesque setting for evening strolls and sunset views.

‘Must Sees’:

• Duomo
• Accademia Gallery
• Ponte Vecchio
• Uffizi Gallery
• Piazzale Michelangelo

—> Read More: A Quick Florence Travel Guide for First-Time Visitors

3. Venice

Venice is a city like no other, built entirely on water over centuries. As you navigate its canals, the sight of gondolas and ancient buildings reflect a rich history that dates back to the Roman era.

Explore its network of canals, arched bridges, and hidden passageways which are a canvas for explorers seeking mystery and beauty. The heart of Venice beats in St. Mark’s Square, where the majestic basilica and its campanile reflect centuries of artistic achievement.

‘Must Sees’:

• Piazza San Marco
• St. Marks Basilica
• Doge’s Palace
• Rialto Bridge and the Grand Canal
• St. Mark’s Campanile Bell Tower

—> Read More: Top 12 Things To Do In Venice

4. Siena

Siena is a treasure of Tuscany, its medieval heart remarkably well preserved through the centuries. Walk its winding alleys and main square il campo, famous for the electrifying ‘Palio’ horse race that fills the air with vibrant tradition each summer.

The majestic Gothic cathedral, Duomo di Siena, also stands as a testament to artistic mastery, with its detailed mosaics and storied artworks captivating the eye. The city pulses with life beyond its historical landmarks, offering cozy cafes and artisan markets.

Tip: Siena is the perfect base to explore Tuscany. Rather than staying in Florence, I would recommend staying a couple nights in Siena. The city is centrally located right in the middle of Tuscany, and enjoys a more authentic Italian vibe – over Florence which is a touristy destination.

‘Must Sees’:

• Piazza del Campo
• Torre del Mangia
• Duomo di Siena
• Santa Maria della Scala

—> Read More: The 7 Best Wineries in Tuscany

5. San Gimignano

San Gimignano rises from the Tuscan landscape like a medieval skyline, its ancient towers pointing to the heavens. In fact, it earned the nickname Manhattan of the Middle Ages due to the proliferation of its towers.

As you stroll through the town, you’ll be captivated by the striking silhouette of the stone towers, remnants of a time when feuding families showcased their power through such grand structures.

The town squares pulse with history, echoing the footsteps of pilgrims who traversed these routes centuries ago. Beyond the towers, San Gimignano offers a palette of local flavors, from the famed saffron-infused dishes to the crisp, distinctive Vernaccia wine.

‘Must Sees’:

• Piazza della Cisterna
• Palazzo Comunale
• Duomo di Santa Maria Assunta